Holiday houses in Tolpuddle

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Top-rated holiday rentals in Tolpuddle

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Top Guest favourite
A wooden cabin with large glass doors and windows is shown against a clear blue sky. The entrance is framed by a stone patio, and greenery is visible alongside the cabin, enhancing its natural setting.
Guesthouse in Dorset
4.88 out of 5 average rating, 214 reviews

Cosy garden cabin in the centre of Wareham

Quiet & cosy cabin with own bathroom within Wareham walls hosted by a Tibetan & English couple. A good place to explore the Jurassic coast & attractions such as Durdle Door, Lulworth Cove, Corfe Castle, Studland, Swanage, Arne Bird Sanctuary, Monkey World, Bovington Tank Museum & Wareham Forest. 5-minute walk to the picturesque quay & town centre which has pubs, restaurants, cafes, supermarkets, buses to tourist attractions & a cinema. 10-minute walk to station. Parking on available on drive.

Top Guest favourite
A functional open-plan space features a well-equipped kitchen with green cabinet fronts and modern appliances. A dining table and chairs are set nearby. A cozy sleeping area is marked by a four-poster bed, complemented by natural wood flooring and soft decor elements.
Guest suite in Crossways
4.97 out of 5 average rating, 122 reviews

The Annex @14

Welcome to The Annex @14, a newly renovated ground floor property and great base for exploring historic Dorset and a perfect getaway for two! Self-contained with its own private entrance .The annex is attached to our home at the end of a quiet cul-de-sac in the village of Crossways near Dorchester. There is a hot tub available for your own exclusive use! In the heart of Hardy Country, ideal for walkers and cyclists. Lulworth Cove, Durdle Door, the beautiful sands of Weymouth Bay are close by.

Top Guest favourite
A quaint cob cottage with a thatched roof is framed by vibrant pink flowers and lush greenery. The garden features well-maintained plants and an inviting path leading to the cottage's window, creating a serene and welcoming outdoor space.
Tiny home in Bere Regis
4.95 out of 5 average rating, 214 reviews

Luxury thatched Little Barn

The Little Barn is a 200 year old, thatched, cob cottage. It is a self-contained studio guest room with its entrance in the garden of the main house. It is perfect for a couple using the comfortable king-sized bed. It is thoughtfully decorated and furnished with modern fittings, including a cleverly fitted kitchenette. This picturesque cottage is located in the quiet, rural setting of Shitterton, in the village of Bere Regis, Dorset. We are within easy reach of Dorset's many attractions.

Guest favourite
The exterior of The Cabin is highlighted by a wooden facade and spacious decking area. Two deck chairs are positioned for relaxation, surrounded by a natural landscape of grass and greenery. The large glass doors provide a view into the interior.
Guesthouse in Bere Regis
4.84 out of 5 average rating, 152 reviews

Unique Private Cabin in Purbeck Dorset Countryside

The Cabin offers a relaxing and private get away in West Dorset close to the Jurassic Coast. The Cabin is perfect for 2 adults with flexibility for a small cot & dogs are welcome. It has a private garden space overlooking nearby woodland. There is an open plan living & sleeping space with double doors opening onto the decking creating an inside out feel. The location offers easy access to nearby towns and coastal spots: Studland, Corfe, Wareham, Dorchester, Lulworth, Swange, Weymouth.

Top Guest favourite
A cozy bedroom is presented with a wooden bed featuring crisp white linens and decorative pillows. A light-colored dresser is positioned nearby, complemented by a small lamp. Natural light filters in through patterned curtains, enhancing the serene atmosphere.
Tiny home in Tincleton
4.99 out of 5 average rating, 184 reviews

Cosy private Loft overlooking Dorset countryside

Nestled in the heart of the Dorset countryside, The Loft is your ideal 'getaway'. From stunning views to a comfy king-size bed, this cosy space will provide you with everything you need to relax. Open the stable door, and listen to the birds, reconnect with nature while sipping coffee and tucking into a selection of breakfast options provided upon your arrival. With an abundance of local amenities, please see the guide for my favourite secret spots! We look forward to welcoming you!

Guest favourite
The exterior of a charming one-bedroom annex is shown, featuring a blend of white and stone walls with a sloping roof. A private patio area with outdoor seating is visible, along with surrounding trees and clear blue skies, suggesting a serene countryside setting.
Home in Briantspuddle
4.85 out of 5 average rating, 109 reviews

Historic one bedroom annex in secluded Dorset

Break away from the rush, in this secluded, beautifully presented one bedroom annex in the idyllic Dorset countryside with close proximity to the sea at Weymouth and Poole, award winning Dorset Golf resort, and the county towns of Dorchester and Blandford. Enjoy quiet walks from the doorstep, based in a historic home once owned by Sir Ernest Debenham. Blending historic architecture with 21st Century technology and high speed broadband, this meets the needs of most discernible visitors!

Top Guest favourite
The bright sitting area features a gray sofa adorned with decorative cushions. Large skylights fill the space with natural light, while a wooden coffee table and a minimalist media console are visible. Views of greenery can be seen through the windows, enhancing the bright ambiance.
Condo in Hilton, Blandford Forum
4.96 out of 5 average rating, 160 reviews

Stylish self-contained annexe in rural mid Dorset

A thoughtfully designed space for two in glorious, peaceful Dorset countryside. Located on the edge of the lovely village of Hilton, this is a perfect place to hunker down for a few days or to use as a base for exploring all the amazing places that Dorset has to offer, all within easy reach. We are a gentle half hour stroll from Milton Abbey which is set in a magnificent Capability Brown landscape. We are also an easy trip (approximately 20 miles) from the spectacular Jurassic coast.

Top Guest favourite
A set of double doors opens to a cozy bedroom area, featuring a bed draped in soft blue linens. Outside, a shaded seating area with a black table and chairs is visible, alongside potted plants, enhancing the serene outdoor setting.
Guest suite in Stourpaine
4.96 out of 5 average rating, 192 reviews

The self contained Garden Room Annex

The private Annex has it's own access via the rear garden and is connected to the house via a lockable door. The Annex is a bed sitting room with basic kitchen facilities, a shower room and outside area, all for your sole use. You can choose a Large double or 2 single beds in the room. Towels, soap and linen are provided. Teas/coffee/milk available in the room. TV, Fridge, microwave, kettle, toaster, fan, iron/board, plates, cutlery. There's an Airfryer available on request.

Top Guest favourite
A tall stone monument is prominently situated atop a grassy hill, surrounded by lush greenery. A weathered wooden signpost stands in the foreground, pointing in two directions. The sky features scattered clouds and clear blue sections, creating a bright outdoor scene.
Home in Dorset
4.97 out of 5 average rating, 150 reviews

Cheerful one bedroom home in the heart of Dorset

A great base for exploring Dorset and centrally-located. This newly decorated self contained 1 bedroom annexe has a fully equipped kitchen & in the county town of Dorchester, the birth place of Thomas Hardy. It is a perfect base to explore the beautiful countryside and Jurassic coast! The town’s amenities are only a short walk away including the new Brewery Square development. Complimentary tea and coffee also provided. Please note, we are unable to accommodate children

Top Guest favourite
An open-plan living space is featured, showcasing a dining area with a round table and four white chairs. Yellow cabinetry provides a bright contrast in the kitchen area. Skylights bring in natural light, highlighting the neutral-colored walls and carpeting.
Barn in Winfrith Newburgh
4.99 out of 5 average rating, 362 reviews

The Stable Barn - Luxury Spacious Cottage for Two

The Stable Barn is a comfortable, centrally heated cottage with split level interior and sculptured mezzanine. It provides extremely spacious open-plan accommodation for two. Wifi - Superfast fibre To the rear of the barn is a partly walled garden laid to lawn and gravel with clipped hedges and shrubs. The cottage is equipped with a sprinkler system, smoke detector, and carbon monoxide detector. Superfast fibre broadband and Smart TV.

Top Guest favourite
Treehouse in Dewlish
4.93 out of 5 average rating, 354 reviews

Tree-Tops Treehouse Eco Retreat

Our enchanting tree house offers the ultimate winter escape. Elevated in the canopy and wrapped in woodland, it provides total privacy with sweeping views across the Piddle Valley. With the Dorset countryside on your doorstep, it’s designed for restorative seclusion, inviting you to ground yourself in peaceful surroundings, from slow mornings to deep relaxation in your wood-fired hot tub and cosy evenings that soothe body and mind.

Top Guest favourite
A bright and inviting area features a large window draped with sheer curtains, allowing natural light to flood in. A small wooden table with two chairs is positioned near the window, complemented by decorative items on the wall and a plant on the table.
Tiny home in Weymouth
4.9 out of 5 average rating, 245 reviews

Cosy Sail Loft on the harbour.

This special place is close to everything, making it easy to plan your visit. With your own parking space, own entrance, bedroom / lounge, own kitchen and Bathroom, you can be fully self sufficient or enjoy all the local pubs and restaurants on your door step. Literally right on the harbour front and only a minute away from the beach, this cosy property allows you to enjoy all of this seaside town within a few minutes.

Popular amenities for Tolpuddle holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Dorset
  5. Tolpuddle